trans-Bis(nitrato-κO)bis­(1,10-phenanthroline-κ²N,N′)manganese(II)

In the title compound, [Mn(NO₃)₂(C₁₂H₈N₂)₂], the Mn^II atom lies on a twofold rotation axis, and is six-coordinated in a distorted trans-N₄O₂ octa­hedral environment by four N atoms from two 1,10-phenanthroline ligands and two O atoms from two nitrate anions. The nitrate anion is disordered about a twofold rotation axis with fixed occupancy factors of 0.5. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds and π–π stacking inter­actions [centroid–centroid distance = 4.088 (5) Å] into a three-dimensional supra­molecular network.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in main residue
• R factor = 0.045
• wR factor = 0.101
• Data-to-parameter ratio = 13.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Mn1
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600         15
PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L=  0.600          4

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          8
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained Atom Sites ....          8
PLAT005_ALERT_5_G No _iucr_refine_instructions_details in CIF ....          ?
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Mn1    --  N1      ..        5.6 su
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Mn1    --  N2      ..        7.2 su
PLAT242_ALERT_2_G Check Low       Ueq as Compared to Neighbors for        N3A
PLAT242_ALERT_2_G Check Low       Ueq as Compared to Neighbors for        N3B
PLAT301_ALERT_3_G Note: Main Residue  Disorder ...................         22 Perc.
PLAT811_ALERT_5_G No ADDSYM Analysis: Too Many Excluded Atoms ....          !
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......         60

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   3 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  10 ALERT level G = General information/check it is not something unexpected

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   7 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

---

S1. Comment

The mononuclear metal complexes of the chelating bidentate 1,10-phenanthroline (phen) and 2,2'-bipyridine (bipy) ligands are well known in the literature, and have been used in many fields. In the realm of coordination polymers, these complexes have been employed as coordination acceptor nodes for the construction of low dimensional polymer-based magnets exhibiting long-range magnetic ordering and spin crossover transitions. This communication forms part of our study of the synthesis and magnetic properties of one dimensional tube-like cyanide-bridged bimetallic coordination polymers. The main strategy of the proposed tube motif is to combine two building blocks involving one coordination donor, the chelated tetracyanoferrate, [Fe(L)(CN)₄]^x- (x = 1 or 2), and a coordination acceptor, [M(L)S] (where M = an octahedral metal; L = bipy or phen, S = solvents or counter ions). Here, we describe the crystal structure of a building block trans-[Mn(phen)₂(NO₃)₂] (I), which is a new member of the mononuclear metal complexes with chelating bidentate ligands.

Compound I is isostructural with the Cd analog (Shi et al., 2004). It crystallizes in a monoclinic system in the space group C2/c, and contains half of the complex molecule per asymmetric unit, Fig. 1. The Mn^II atom lies on a twofold rotation axis, and is six-coordinate in a distorted trans-MnN₄O₂ octahedral environment by two O atoms from two disordered [NO₃]^– anions and four N atoms from two phen ligands. The dihedral angle between the least-squares planes of the two phen ligands [maximum deviation = 0.036 (1) Å] is 25.01 (5)°.

In the crystal, molecules are assembled into one dimensional supramolecular chains parallel to the c axis through weak π–π stacking between adjacent aromatic rings of the phen ligands with a centroid-centroid distance of 4.088 (5) Å, Fig. 2. Weak C—H···O hydrogen bonds involving the phen ligands and the [NO₃]^– anions, Table 1, are further linked to neighboring chains into a three dimensional supramolecular network along the a axis, Fig. 3.

Related literature

For the isotypic Cd compound, see: Shi et al. (2004).

S2. Experimental

A methanol solution (5 ml) of phen (20.0 mg, 0.1 mmol) was added dropwise to a methanol solution (5 ml) of Mn(NO₃)₂.4H₂O (30.0 mg, 0.1 mmol) with constant stirring 1 h and filtered to remove any undissolved solid. The filtrate was allowed to stand to slowly evaporate, at room temperature. After one week, yellow blocks of I were obtained (Yield 23 mg, 88% based on Mn source). IR υ_max(cm^-1): 722 s, 768w, 780w, 821w, 842m, 853w, 863w, 1017m, 1048w, 1101w, 1141br, 1223w, 1290m, 1325m, 1408w, 1427w, 1459w, 1518m, 1578w, 1624w, 3059br. UV-Vis (CH₃OH/H₂O), λ_max = 265 nm.

S3. Refinement

The C-bound hydrogen atoms were placed in geometrically idealized positions based on chemical coordinations and constrained to ride on their parent atom positions with a C–H distances of 0.93 Å and with U_iso(H) = 1.2U_eq(C) for the aromatic H atoms. The nitrate anions are disordered about a twofold rotation axis and were refined using a two site model. The site occupancy factors for the two orientations were then fixed to 0.5. The nitrogen-oxygen distances were restrained to 1.24 ± 0.01 Å and O···O of 2.15 Å, however, the anisotropic temperature factors were restrained to be nearly isotropic.

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures

	Fig. 1. Displacement ellipsoid plot of a fragment at the 30% probability level containing the asymmetric unit with atom numbering and coordination environment of the metal centers of I.
	Fig. 2. The one dimensional supramolecular chain linked by intermolecular π–π stacking interactions in I.
	Fig. 3. The stacking plot of I, showing H-bond interactions (dashed lines) and π–π stacking interactions along the a axis.

trans-Bis(nitrato-κO)bis(1,10-phenanthroline- κ²N,N')manganese(II)

Crystal data

[Mn(NO3)2(C12H8N2)2]	F(000) = 1100
Mr = 539.37	Dx = 1.573 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 11.6191 (6) Å	Cell parameters from 3448 reflections
b = 15.1164 (8) Å	θ = 2.5–23.1°
c = 13.4526 (7) Å	µ = 0.64 mm^−1
β = 105.387 (1)°	T = 298 K
V = 2278.1 (2) Å^3	Block, yellow
Z = 4	0.33 × 0.15 × 0.07 mm

Data collection

Bruker SMART CCD area-detector diffractometer	2748 independent reflections
Radiation source: fine-focus sealed tube	2367 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
Detector resolution: 8 pixels mm^-1	θmax = 28.1°, θmin = 2.3°
ω and φ scans	h = −15→15
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −20→20
Tmin = 1.000, Tmax = 0.819	l = −17→17
13250 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.101	H-atom parameters constrained
S = 1.15	w = 1/[σ^2(Fo^2) + (0.0483P)^2 + 0.5759P] where P = (Fo^2 + 2Fc^2)/3
2748 reflections	(Δ/σ)max < 0.001
204 parameters	Δρmax = 0.32 e Å^−3
60 restraints	Δρmin = −0.19 e Å^−3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against all reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Mn1	0.5000	0.53331 (2)	0.2500	0.04311 (14)
O2B	0.6274 (5)	0.4964 (4)	0.4166 (6)	0.0606 (12)	0.50
N3B	0.7282 (5)	0.5186 (4)	0.4076 (6)	0.039 (2)	0.50
N1	0.58698 (13)	0.41378 (9)	0.19902 (11)	0.0433 (3)
C1	0.67011 (17)	0.41303 (13)	0.14807 (15)	0.0509 (4)
H1	0.6993	0.4670	0.1322	0.061*
N2	0.46192 (14)	0.65384 (10)	0.33693 (12)	0.0470 (4)
C2	0.71604 (18)	0.33619 (14)	0.11701 (17)	0.0575 (5)
H2	0.7726	0.3390	0.0795	0.069*
C3	0.67701 (19)	0.25688 (14)	0.14224 (18)	0.0608 (5)
H3	0.7077	0.2047	0.1231	0.073*
C4	0.59018 (18)	0.25400 (12)	0.19736 (16)	0.0533 (5)
C5	0.54589 (15)	0.33464 (11)	0.22300 (14)	0.0423 (4)
C6	0.5430 (2)	0.17310 (14)	0.2252 (2)	0.0742 (7)
H6	0.5724	0.1195	0.2085	0.089*
C7	0.42093 (19)	0.65392 (15)	0.41958 (16)	0.0584 (5)
H7	0.4096	0.5998	0.4485	0.070*
C8	0.3938 (2)	0.73067 (18)	0.46553 (18)	0.0684 (6)
H8	0.3632	0.7275	0.5227	0.082*
C9	0.4125 (2)	0.81020 (16)	0.42592 (17)	0.0702 (7)
H9	0.3957	0.8622	0.4564	0.084*
C10	0.45699 (18)	0.81377 (13)	0.33906 (16)	0.0571 (5)
C11	0.47871 (16)	0.73301 (11)	0.29567 (14)	0.0438 (4)
C12	0.4796 (2)	0.89451 (13)	0.29208 (19)	0.0760 (7)
H12	0.4658	0.9482	0.3207	0.091*
O1A	0.6994 (7)	0.5637 (6)	0.3267 (6)	0.087 (3)	0.50
N3A	0.7310 (8)	0.5230 (6)	0.4089 (7)	0.077 (4)	0.50
O2A	0.6590 (8)	0.4707 (6)	0.4282 (7)	0.136 (4)	0.50
O3A	0.8353 (6)	0.5253 (5)	0.4576 (7)	0.0747 (19)	0.50
O1B	0.7286 (8)	0.5562 (6)	0.3270 (6)	0.096 (3)	0.50
O3B	0.8112 (7)	0.5128 (8)	0.4831 (6)	0.105 (4)	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0543 (2)	0.02415 (19)	0.0546 (3)	0.000	0.02096 (18)	0.000
O2B	0.0571 (19)	0.063 (2)	0.065 (3)	0.0025 (19)	0.0224 (17)	0.0032 (19)
N3B	0.038 (4)	0.020 (3)	0.060 (6)	0.008 (2)	0.017 (3)	−0.003 (3)
N1	0.0468 (8)	0.0325 (7)	0.0534 (8)	0.0005 (6)	0.0183 (6)	0.0011 (6)
C1	0.0518 (10)	0.0441 (10)	0.0614 (11)	0.0033 (8)	0.0229 (9)	0.0061 (8)
N2	0.0570 (9)	0.0363 (8)	0.0506 (9)	0.0010 (6)	0.0194 (7)	−0.0003 (6)
C2	0.0534 (11)	0.0563 (12)	0.0691 (13)	0.0114 (9)	0.0276 (10)	0.0016 (10)
C3	0.0657 (12)	0.0451 (11)	0.0764 (14)	0.0169 (9)	0.0273 (11)	−0.0039 (10)
C4	0.0608 (11)	0.0340 (9)	0.0666 (12)	0.0068 (8)	0.0193 (10)	0.0004 (8)
C5	0.0471 (9)	0.0308 (8)	0.0489 (10)	0.0011 (7)	0.0128 (8)	0.0004 (7)
C6	0.0909 (18)	0.0293 (10)	0.112 (2)	0.0061 (10)	0.0432 (15)	−0.0026 (11)
C7	0.0636 (12)	0.0593 (13)	0.0563 (12)	−0.0013 (9)	0.0229 (10)	0.0002 (9)
C8	0.0662 (13)	0.0844 (18)	0.0570 (12)	0.0140 (12)	0.0206 (10)	−0.0108 (12)
C9	0.0742 (14)	0.0644 (15)	0.0671 (14)	0.0244 (11)	0.0100 (11)	−0.0214 (11)
C10	0.0616 (12)	0.0383 (10)	0.0639 (12)	0.0112 (8)	0.0032 (10)	−0.0098 (9)
C11	0.0459 (9)	0.0308 (8)	0.0515 (10)	0.0020 (7)	0.0075 (7)	−0.0021 (7)
C12	0.0973 (18)	0.0293 (10)	0.0893 (17)	0.0069 (10)	0.0033 (14)	−0.0102 (9)
O1A	0.091 (4)	0.043 (3)	0.097 (6)	−0.012 (2)	−0.027 (3)	0.015 (3)
N3A	0.099 (9)	0.068 (6)	0.069 (8)	−0.030 (5)	0.031 (7)	−0.036 (5)
O2A	0.191 (8)	0.154 (8)	0.083 (5)	−0.117 (6)	0.070 (6)	−0.023 (5)
O3A	0.062 (3)	0.065 (3)	0.088 (4)	0.013 (2)	0.003 (3)	−0.016 (3)
O1B	0.154 (7)	0.075 (5)	0.085 (5)	−0.060 (4)	0.076 (5)	−0.021 (3)
O3B	0.062 (3)	0.162 (8)	0.085 (5)	0.027 (4)	0.004 (3)	−0.050 (5)

Geometric parameters (Å, º)

Mn1—N1	2.2636 (14)	C3—H3	0.9300
Mn1—N1^i	2.2636 (14)	C4—C5	1.401 (2)
Mn1—N2	2.2711 (15)	C4—C6	1.430 (3)
Mn1—N2^i	2.2712 (15)	C5—C5^i	1.441 (3)
Mn1—O1A	2.318 (8)	C6—C6^i	1.340 (5)
Mn1—O1A^i	2.318 (8)	C6—H6	0.9300
Mn1—O2B^i	2.401 (7)	C7—C8	1.389 (3)
Mn1—O2B	2.401 (7)	C7—H7	0.9300
O2B—N3B	1.255 (6)	C8—C9	1.356 (4)
N3B—O3B	1.204 (7)	C8—H8	0.9300
N3B—O1B	1.225 (6)	C9—C10	1.399 (3)
N1—C1	1.324 (2)	C9—H9	0.9300
N1—C5	1.358 (2)	C10—C11	1.405 (2)
C1—C2	1.388 (3)	C10—C12	1.431 (3)
C1—H1	0.9300	C11—C11^i	1.441 (4)
N2—C7	1.321 (2)	C12—C12^i	1.338 (5)
N2—C11	1.355 (2)	C12—H12	0.9300
C2—C3	1.357 (3)	O1A—N3A	1.233 (7)
C2—H2	0.9300	N3A—O3A	1.216 (7)
C3—C4	1.402 (3)	N3A—O2A	1.227 (7)
N1—Mn1—N1^i	74.08 (7)	C7—N2—Mn1	126.68 (14)
N1—Mn1—N2	163.74 (5)	C11—N2—Mn1	115.38 (12)
N1^i—Mn1—N2	108.71 (5)	C3—C2—C1	118.91 (19)
N1—Mn1—N2^i	108.71 (5)	C3—C2—H2	120.5
N1^i—Mn1—N2^i	163.74 (5)	C1—C2—H2	120.5
N2—Mn1—N2^i	73.31 (8)	C2—C3—C4	119.66 (18)
N1—Mn1—O1A	79.6 (3)	C2—C3—H3	120.2
N1^i—Mn1—O1A	119.80 (18)	C4—C3—H3	120.2
N2—Mn1—O1A	85.4 (3)	C5—C4—C3	117.76 (17)
N2^i—Mn1—O1A	76.24 (18)	C5—C4—C6	119.20 (19)
N1—Mn1—O1A^i	119.80 (18)	C3—C4—C6	123.00 (18)
N1^i—Mn1—O1A^i	79.6 (3)	N1—C5—C4	122.18 (16)
N2—Mn1—O1A^i	76.24 (18)	N1—C5—C5^i	118.26 (9)
N2^i—Mn1—O1A^i	85.4 (3)	C4—C5—C5^i	119.56 (11)
O1A—Mn1—O1A^i	157.2 (4)	C6^i—C6—C4	121.23 (12)
N1—Mn1—O2B^i	75.28 (17)	C6^i—C6—H6	119.4
N1^i—Mn1—O2B^i	83.30 (16)	C4—C6—H6	119.4
N2—Mn1—O2B^i	120.73 (17)	N2—C7—C8	123.4 (2)
N2^i—Mn1—O2B^i	82.05 (17)	N2—C7—H7	118.3
O1A—Mn1—O2B^i	139.2 (3)	C8—C7—H7	118.3
O1A^i—Mn1—O2B^i	48.3 (3)	C9—C8—C7	119.1 (2)
N1—Mn1—O2B	83.30 (16)	C9—C8—H8	120.4
N1^i—Mn1—O2B	75.28 (17)	C7—C8—H8	120.4
N2—Mn1—O2B	82.04 (17)	C8—C9—C10	119.7 (2)
N2^i—Mn1—O2B	120.73 (17)	C8—C9—H9	120.1
O1A—Mn1—O2B	48.3 (3)	C10—C9—H9	120.1
O1A^i—Mn1—O2B	139.2 (3)	C9—C10—C11	117.4 (2)
O2B^i—Mn1—O2B	153.1 (3)	C9—C10—C12	123.7 (2)
N3B—O2B—Mn1	102.0 (5)	C11—C10—C12	118.9 (2)
O3B—N3B—O1B	126.1 (7)	N2—C11—C10	122.41 (18)
O3B—N3B—O2B	117.3 (7)	N2—C11—C11^i	117.94 (10)
O1B—N3B—O2B	115.6 (6)	C10—C11—C11^i	119.64 (12)
C1—N1—C5	117.77 (15)	C12^i—C12—C10	121.45 (13)
C1—N1—Mn1	127.53 (12)	C12^i—C12—H12	119.3
C5—N1—Mn1	114.70 (11)	C10—C12—H12	119.3
N1—C1—C2	123.67 (18)	N3A—O1A—Mn1	108.9 (7)
N1—C1—H1	118.2	O3A—N3A—O2A	122.9 (9)
C2—C1—H1	118.2	O3A—N3A—O1A	119.0 (9)
C7—N2—C11	117.87 (17)	O2A—N3A—O1A	117.0 (9)
N1—Mn1—O2B—N3B	72.3 (5)	N1—C1—C2—C3	−2.0 (3)
N1^i—Mn1—O2B—N3B	147.6 (5)	C1—C2—C3—C4	1.0 (3)
N2—Mn1—O2B—N3B	−100.6 (5)	C2—C3—C4—C5	0.9 (3)
N2^i—Mn1—O2B—N3B	−35.5 (5)	C2—C3—C4—C6	178.8 (2)
O1A—Mn1—O2B—N3B	−9.7 (5)	C1—N1—C5—C4	1.2 (3)
O1A^i—Mn1—O2B—N3B	−158.6 (5)	Mn1—N1—C5—C4	−179.84 (14)
O2B^i—Mn1—O2B—N3B	109.4 (5)	C1—N1—C5—C5^i	−179.05 (19)
Mn1—O2B—N3B—O3B	175.4 (8)	Mn1—N1—C5—C5^i	−0.1 (3)
Mn1—O2B—N3B—O1B	5.9 (9)	C3—C4—C5—N1	−2.1 (3)
N1^i—Mn1—N1—C1	178.83 (19)	C6—C4—C5—N1	179.9 (2)
N2—Mn1—N1—C1	−78.8 (3)	C3—C4—C5—C5^i	178.2 (2)
N2^i—Mn1—N1—C1	15.61 (17)	C6—C4—C5—C5^i	0.2 (3)
O1A—Mn1—N1—C1	−55.9 (2)	C5—C4—C6—C6^i	0.3 (5)
O1A^i—Mn1—N1—C1	111.2 (3)	C3—C4—C6—C6^i	−177.7 (3)
O2B^i—Mn1—N1—C1	91.7 (2)	C11—N2—C7—C8	0.4 (3)
O2B—Mn1—N1—C1	−104.6 (2)	Mn1—N2—C7—C8	−176.49 (16)
N1^i—Mn1—N1—C5	0.05 (9)	N2—C7—C8—C9	−1.6 (4)
N2—Mn1—N1—C5	102.4 (2)	C7—C8—C9—C10	0.8 (3)
N2^i—Mn1—N1—C5	−163.17 (12)	C8—C9—C10—C11	1.0 (3)
O1A—Mn1—N1—C5	125.4 (2)	C8—C9—C10—C12	−179.9 (2)
O1A^i—Mn1—N1—C5	−67.6 (3)	C7—N2—C11—C10	1.6 (3)
O2B^i—Mn1—N1—C5	−87.1 (2)	Mn1—N2—C11—C10	178.82 (14)
O2B—Mn1—N1—C5	76.6 (2)	C7—N2—C11—C11^i	−178.8 (2)
C5—N1—C1—C2	0.8 (3)	Mn1—N2—C11—C11^i	−1.6 (3)
Mn1—N1—C1—C2	−177.93 (15)	C9—C10—C11—N2	−2.3 (3)
N1—Mn1—N2—C7	−82.9 (3)	C12—C10—C11—N2	178.55 (19)
N1^i—Mn1—N2—C7	14.44 (18)	C9—C10—C11—C11^i	178.2 (2)
N2^i—Mn1—N2—C7	177.5 (2)	C12—C10—C11—C11^i	−1.0 (3)
O1A—Mn1—N2—C7	−105.5 (2)	C9—C10—C12—C12^i	−178.8 (3)
O1A^i—Mn1—N2—C7	88.2 (3)	C11—C10—C12—C12^i	0.3 (4)
O2B^i—Mn1—N2—C7	107.8 (2)	N1—Mn1—O1A—N3A	−82.7 (8)
O2B—Mn1—N2—C7	−57.0 (2)	N1^i—Mn1—O1A—N3A	−17.9 (9)
N1—Mn1—N2—C11	100.2 (2)	N2—Mn1—O1A—N3A	91.0 (8)
N1^i—Mn1—N2—C11	−162.48 (12)	N2^i—Mn1—O1A—N3A	164.9 (8)
N2^i—Mn1—N2—C11	0.58 (9)	O1A^i—Mn1—O1A—N3A	127.4 (8)
O1A—Mn1—N2—C11	77.6 (2)	O2B^i—Mn1—O1A—N3A	−135.2 (7)
O1A^i—Mn1—N2—C11	−88.7 (3)	O2B—Mn1—O1A—N3A	7.6 (7)
O2B^i—Mn1—N2—C11	−69.2 (2)	Mn1—O1A—N3A—O3A	175.0 (8)
O2B—Mn1—N2—C11	126.1 (2)	Mn1—O1A—N3A—O2A	6.7 (13)

Symmetry code: (i) −x+1, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O1A^ii	0.93	2.40	3.232 (9)	148
C3—H3···O1B^ii	0.93	2.40	3.214 (10)	146
C7—H7···O2A^iii	0.93	2.29	3.101 (8)	146

Symmetry codes: (ii) −x+3/2, y−1/2, −z+1/2; (iii) −x+1, −y+1, −z+1.